Nice bike. I also have the 02 edition.
After 10 years thought about trading to a Street Glide but they give you very little as a trade-in no matter how nice your bike is.
I decided the V-Rod was better bike anyway.
I find the bike very comfortable for one - even on long trips.
Not a great two-up bike on long hauls but maybe it's better that way.
The wife can meet you in Daytone, or Laconia or Sturgis when you get there.